American Airlines Boston to Chicago Flights
Cheapflightsplus.com will find cheap American Airlines flights from Boston to Chicago. Compare airline ticket prices and book air tickets starting from $147 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of American Airlines, arrivals and departure details below.
Find Cheap Airfare Boston (MA) — Chicago (IL) by American Airlines
Cheap Flights from Boston to Chicago by American Airlines
Price | Departure | Arrival | Flight Time | Airline | Flight |
---|---|---|---|---|---|
from $147 | 8:08 pm Boston Logan | 10:03 pm Chicago O'Hare International | 2h 55m | American Airlines | AA1461 |
from $147 | 5:25 am Boston Logan | 7:19 am Chicago O'Hare International | 2h 54m | American Airlines | AA2731 |
from $147 | 9:00 am Boston Logan | 10:58 am Chicago O'Hare International | 2h 58m | American Airlines | AA1502 |
from $190 | 8:11 am Boston Logan | 10:20 am Chicago O'Hare International | 3h 9m | American Airlines | AA9474 |
from $194 | 12:00 pm Boston Logan | 1:57 pm Chicago O'Hare International | 2h 57m | American Airlines | AA4805 |
from $322 | 1:59 pm Boston Logan | 3:52 pm Chicago O'Hare International | 2h 53m | American Airlines | AA3903 |
from $322 | 5:00 pm Boston Logan | 6:53 pm Chicago O'Hare International | 2h 53m | American Airlines | AA4216 |
from $154 | 6:00 am Boston Logan | 10:07 am Chicago O'Hare International | 5h 7m layover 0h 30m - Charlotte | American Airlines | AA418 AA2733 |
from $154 | 8:03 am Boston Logan | 12:26 pm Chicago O'Hare International | 5h 23m layover 0h 40m - Charlotte | American Airlines | AA622 AA2052 |
from $154 | 7:11 pm Boston Logan | 11:50 pm Chicago O'Hare International | 5h 39m layover 1h 4m - Charlotte | American Airlines | AA1449 AA689 |
from $154 | 2:41 pm Boston Logan | 7:33 pm Chicago O'Hare International | 5h 52m layover 1h 16m - Charlotte | American Airlines | AA1423 AA2857 |
from $155 | 12:30 pm Boston Logan | 4:05 pm Chicago O'Hare International | 4h 35m layover 0h 41m - Washington D.C. | American Airlines | AA4379 AA312 |
American Airlines Flight Schedule Boston to Chicago
Departure | Arrival | Flight Details | Flight Time | Price |
---|---|---|---|---|
12:00 pm — 1:57 pm
|
12:00 pm — 1:57 pm
AA4805
American Airlines
Boston — Chicago
|
2h 57m |
Find flight
from$194 |
|
1:59 pm — 3:52 pm
|
1:59 pm — 3:52 pm
AA3903
American Airlines
Boston — Chicago
|
2h 53m |
Find flight
from$322 |
|
5:00 pm — 6:53 pm
|
5:00 pm — 6:53 pm
AA4216
American Airlines
Boston — Chicago
|
2h 53m |
Find flight
from$322 |
|
5:25 am — 7:19 am
|
5:25 am — 7:19 am
AA2731
American Airlines
Boston — Chicago
|
2h 54m |
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from$147 |
|
8:08 pm — 10:03 pm
|
8:08 pm — 10:03 pm
AA1461
American Airlines
Boston — Chicago
|
2h 55m |
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from$147 |
|
8:11 am — 10:20 am
|
8:11 am — 10:20 am
AA9474
American Airlines
Boston — Chicago
|
3h 9m |
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from$190 |
|
9:00 am — 10:58 am
|
9:00 am — 10:58 am
AA1502
American Airlines
Boston — Chicago
|
2h 58m |
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from$147 |
|
10:00 am — 3:14 pm
|
10:00 am — 11:20 am
AA9458
American Airlines
Boston — New York
2h 10m stop
1:30 pm — 3:14 pm
AA1321
American Airlines
New York — Chicago
|
6h 14m including layover |
Find flight
from$175 |
|
10:00 am — 2:13 pm
|
10:00 am — 11:20 am
AA9458
American Airlines
Boston — New York
1h 9m stop
12:29 pm — 2:13 pm
AA2824
American Airlines
New York — Chicago
|
5h 13m including layover |
Find flight
from$175 |
|
11:19 am — 7:23 pm
|
11:19 am — 12:40 pm
AA4360
American Airlines
Boston — New York
4h 49m stop
5:29 pm — 7:23 pm
AA2226
American Airlines
New York — Chicago
|
9h 4m including layover |
Find flight
from$332 |
|
12:30 pm — 4:05 pm
|
12:30 pm — 2:14 pm
AA4379
American Airlines
Boston — Washington D.C.
41m stop
2:55 pm — 4:05 pm
AA312
American Airlines
Washington D.C. — Chicago
|
4h 35m including layover |
Find flight
from$155 |
|
12:30 pm — 6:28 pm
|
12:30 pm — 2:14 pm
AA4379
American Airlines
Boston — Washington D.C.
2h 50m stop
5:04 pm — 6:28 pm
AA2784
American Airlines
Washington D.C. — Chicago
|
6h 58m including layover |
Find flight
from$156 |
|
2:30 pm — 6:28 pm
|
2:30 pm — 4:14 pm
AA1515
American Airlines
Boston — Washington D.C.
50m stop
5:04 pm — 6:28 pm
AA2784
American Airlines
Washington D.C. — Chicago
|
4h 58m including layover |
Find flight
from$155 |
|
2:41 pm — 7:33 pm
|
2:41 pm — 5:05 pm
AA1423
American Airlines
Boston — Charlotte
1h 16m stop
6:21 pm — 7:33 pm
AA2857
American Airlines
Charlotte — Chicago
|
5h 52m including layover |
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from$154 |
|
3:30 pm — 9:54 pm
|
3:30 pm — 5:12 pm
AA2144
American Airlines
Boston — Washington D.C.
3h 22m stop
8:34 pm — 9:54 pm
AA2695
American Airlines
Washington D.C. — Chicago
|
7h 24m including layover |
Find flight
from$156 |
|
3:30 pm — 8:15 pm
|
3:30 pm — 5:12 pm
AA2144
American Airlines
Boston — Washington D.C.
1h 48m stop
7:00 pm — 8:15 pm
AA636
American Airlines
Washington D.C. — Chicago
|
5h 45m including layover |
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from$156 |
|
4:00 pm — 8:25 pm
|
4:00 pm — 5:27 pm
AA9350
American Airlines
Boston — New York
1h 19m stop
6:46 pm — 8:25 pm
AA2051
American Airlines
New York — Chicago
|
5h 25m including layover |
Find flight
from$175 |
|
4:00 pm — 9:14 pm
|
4:00 pm — 5:27 pm
AA9350
American Airlines
Boston — New York
2h 3m stop
7:30 pm — 9:14 pm
AA2566
American Airlines
New York — Chicago
|
6h 14m including layover |
Find flight
from$175 |
|
5:16 pm — 10:40 pm
|
5:16 pm — 7:40 pm
AA1251
American Airlines
Boston — Charlotte
1h 55m stop
9:35 pm — 10:40 pm
AA193
American Airlines
Charlotte — Chicago
|
6h 24m including layover |
Find flight
from$155 |
|
6:00 am — 10:07 am
|
6:00 am — 8:30 am
AA418
American Airlines
Boston — Charlotte
30m stop
9:00 am — 10:07 am
AA2733
American Airlines
Charlotte — Chicago
|
5h 7m including layover |
Find flight
from$154 |
|
6:00 am — 12:26 pm
|
6:00 am — 8:30 am
AA418
American Airlines
Boston — Charlotte
2h 40m stop
11:10 am — 12:26 pm
AA2052
American Airlines
Charlotte — Chicago
|
7h 26m including layover |
Find flight
from$155 |
|
7:11 pm — 11:50 pm
|
7:11 pm — 9:36 pm
AA1449
American Airlines
Boston — Charlotte
1h 4m stop
10:40 pm — 11:50 pm
AA689
American Airlines
Charlotte — Chicago
|
5h 39m including layover |
Find flight
from$154 |
|
7:15 am — 12:26 pm
|
7:15 am — 9:40 am
AA1441
American Airlines
Boston — Charlotte
1h 30m stop
11:10 am — 12:26 pm
AA2052
American Airlines
Charlotte — Chicago
|
6h 11m including layover |
Find flight
from$155 |
|
8:03 am — 12:26 pm
|
8:03 am — 10:30 am
AA622
American Airlines
Boston — Charlotte
40m stop
11:10 am — 12:26 pm
AA2052
American Airlines
Charlotte — Chicago
|
5h 23m including layover |
Find flight
from$154 |
|
9:36 am — 3:55 pm
|
9:36 am — 12:00 pm
AA1453
American Airlines
Boston — Charlotte
2h 47m stop
2:47 pm — 3:55 pm
AA2842
American Airlines
Charlotte — Chicago
|
7h 19m including layover |
Find flight
from$155 |
|
11:19 am — 8:15 pm
|
11:19 am — 12:40 pm
AA4360
American Airlines
Boston — New York
3h 6m stop
3:46 pm — 5:29 pm
AA4577
American Airlines
New York — Washington D.C.
1h 31m stop
7:00 pm — 8:15 pm
AA636
American Airlines
Washington D.C. — Chicago
|
9h 56m including layover |
Find flight
from$342 |
Flight Information
There are 7 flights by American Airlines from Boston to Chicago every week with departures from Logan, Boston City Heliport, Boston RT128 Rail, Boston South Rail. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.
Departures start from 10:00 am to 9:36 am. Nonstop flight is 2h 53m. The time difference between Boston and Chicago is 1h.
- The fastest flight 2h 53m
- Average flight time 2h 55m
- The earliest flight 10:00 am
- The latest flight 9:36 am
- Distance 852 ml
The cheapest months for traveling to Chicago are may (from 147 $).
The cheapest flight by American Airlines that our users were able to find is $147. This airfare is economy class on one-way AA1461 flight for May 31, 2023 leaving Logan in Boston at 8:08 pm, it includes all taxes and additional fees.
American Airlines Airplanes on the Route
List of the most popular American Airlines airplanes flying from Boston to Chicago:
- Boeing 737-800from $147Find
- Airbus A321from $147Find
- Airbus A319from $155Find
- Boeing 737from $155Find
- Embraer 175 (short wing)from $155Find
- Embraer 175from $156Find
- Embraer 190from $175Find
- Airbus A320from $243Find
- Embraer Lineage 1000from $285Find
Other Popular Airlines on the Route
Besides American Airlines there are other 1 airline carriers between Boston and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Boston to Chicago.
Nonstop flights
There are 9 direct flights every day from Boston. Airlines and fares are below:
- from $76Find
Connecting Flights
List of flights with layovers (1 and more stops):
How to book an air ticket yourself?
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